Published TCIMAIL newest issue No.197
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Weinreb Ketone Synthesis
The functional moiety N,O-Dimethylhydroxylamide, most commonly known as the Weinreb amide has a variety of useful synthetic applications. Weinreb amides react with a wide array of Grignard reagents to provide substituted ketone products often in high yield. Additionally, reducing metal hydrides (LAH, DiBAL-H) react with Weinreb amides to provide aldehyde products. Weinreb amides are generally tolerant to other reaction conditions lending to their use in synthesis and research.
- Reagents:
- Weinreb amides
- Reactants:
- Organolithiums, Grignard reagents
- Products:
- Ketones, Aldehydes
- Scheme:
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- Original literature:
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- N-Methoxy-N-methylamides as effective acylating agents
- Review literature:
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- The Growing Synthetic Utility of the Weinreb Amide
